5-Bromo-1H-pyrazolo[3,4-b]pyridine

Name: 5-Bromo-1H-pyrazolo[3,4-b]pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 875781-17-2
Cat. No. CS-D0844
Purity≥97%
MDL No.MFCD05663982

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-1H-pyrazolo[3,4-b]pyridine|CS-D0844

Structure of 875781-17-2

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General Information

CAS No. 875781-17-2
Cat. No. CS-D0844
Purity ≥97%
MDL No. MFCD05663982
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) None
SMILES BrC1=CN=C(NN=C2)C2=C1

Description

5-Bromo-1H-pyrazolo[3,4-b]pyridine features a fused heterocyclic core with a bromine substituent at the 5-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into bioactive molecules and serves as a key building block for pharmaceutical intermediates and agrochemicals.

Application

5-Bromo-1H-pyrazolo[3,4-b]pyridine serves as a versatile building block for constructing biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its bromo substituent facilitates efficient derivatization in Suzuki, Stille, and Negishi couplings, while the fused pyrazolo[3,4-b]pyridine core provides structural rigidity and enhanced electron-deficient character suitable for medicinal chemistry applications. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, supporting its utility in scalable synthesis workflows.

Synthesis

Route1
- In-stock
  
  875781-15-0
- ~46%
- In-stock
  
  875781-17-2
References
- PFIZER INC. Patent: WO2009/16460 A2, 2009 ; Location in patent: Page/Page column 99-100 ; WO 2009/016460 A2
Route2
- 875781-16-1
- ~%
- In-stock
  
  875781-17-2
References
- US2008/261921 A1, ; Page/Page column 73-74 ; US 20080261921 A1
Route3
- 1083326-08-2
- ~%
- In-stock
  
  875781-17-2
References
- US2008/293706 A1, ; Page/Page column 85 ; US 20080293706 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.7204
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Bromo-1H-pyrazolo[3,4-b]pyridine

CAS No. 875781-17-2

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